5216-35-3Relevant articles and documents
Synthesis of Dibenzyls by Nickel-Catalyzed Homocoupling of Benzyl Alcohols
Pan, Feng-Feng,Guo, Peng,Huang, Xiaochuang,Shu, Xing-Zhong
, p. 3094 - 3100 (2021/04/23)
Dibenzyls are essential building blocks that are widely used in organic synthesis, and they are typically prepared by the homocoupling of halides, organometallics, and ethers. Herein, we report an approach to this class of compounds using alcohols, which are more stable and readily available. The reaction proceeds via nickel-catalyzed and dimethyl oxalate assisted dynamic kinetic homocoupling of benzyl alcohols. Both primary and secondary alcohols are tolerated.
The synergy between the CsPbBr3nanoparticle surface and the organic ligand becomes manifest in a demanding carbon-carbon coupling reaction
Casadevall, Carla,Claros, Miguel,Galian, Raquel E.,Lloret-Fillol, Julio,Pérez-Prieto, Julia,Rosa-Pardo, Ignacio,Schmidt, Luciana
supporting information, p. 5026 - 5029 (2020/05/18)
We demonstrate here the suitability of CsPbBr3nanoparticles as photosensitizers for a demanding photoredox catalytic homo- and cross-coupling of alkyl bromides at room temperature by merely using visible light and an electron donor, thanks to the cooperative action between the nanoparticle surface and organic capping.
Ni(II)/Al(0) mediated benzylic Csp 3 - Csp 3 coupling in aqueous media
Nayak, Mukesh Kumar,Mukhi, Priyabrata,Mohanty, Anuradha,Rana, Sohel Samim,Arora, Rajat,Narjinari, Himani,Roy, Sujit
, (2019/07/16)
Abstract : The reaction of benzyl bromides and chlorides with aluminium metal powder or foil (1.2 eqv.) in the presence of catalytic nickel nitrate (10 mol%) in water at room temperature resulted in homocoupling to the corresponding bibenzyl products which were isolated in moderate to good yields. In sharp contrast, the same reaction in organic solvents like dichloromethane, dimethylformamide, acetonitrile, methanol and toluene yielded only a trace amount of the desired product. The scope of the reaction was tested with substituents on the aromatic ring such as Me-, Cl-, CN-, F-, NO 2-, Ph- as well as 2 ° benzyl halides. Graphical abstract: The reagent combination of aluminium metal and catalytic Ni(NO3)2 promotes the homocoupling of benzyl bromides and chlorides giving rise to the corresponding bibenzyl products in good to excellent yields. The reaction is greatly facilitated in water and showed good functional group tolerance. Besides the mild reaction condition and bench-friendliness, the present reaction constitutes the first example of aluminium-mediated homocoupling of a halide in water. [Figure not available: see fulltext.].